HCID 22278860, compound → 4-Dimethylamino-3-ethyl-3-methylpiperidine

HRID 1865263Notes

Reaction equation

HRID 1865263 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([N:14]([CH3:16])[CH3:15])[C:10]([CH2:18][CH3:19])([CH3:17])[CH2:9]1)C1C=CC=CC=1>CO.[H][H].[OH-].[OH-].[Pd+2]>[CH3:15][N:14]([CH3:16])[CH:11]1[CH2:12][CH2:13][NH:8][CH2:9][C:10]1([CH2:18][CH3:19])[CH3:17]

Participants

5

Reactant 1

HCID 22278860HCID 22278860, compound

Product 1

HCID 222788404-Dimethylamino-3-ethyl-3-methylpiperidine

Reagents, catalysts & solvents 3

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

A mixture of 20% Pd(OH)2 on carbon (0.7 g) and 1-benzyl-4-dimethylamino-3-ethyl-3-methyl piperidine (6 g, 23 mmol) in methanol (50 ml) was stirred in hydrogen atmosphere (1 atm.) for 48 hr at room temperature. The catalyst was filtered off, washed with methanol and filtrate was concentrated to afford 4-dimethylamino-3-ethyl-3-methylpiperidine. Yield 2.8 g (72%), C10H22N2, m/z 171 (M+1).

Workup

  1. filtrationThe catalyst was filtered off
  2. washwashed with methanol and filtrate
  3. concentrationwas concentrated

Sources & evidence

ORD record
ord-4b84e645a5854a6282e9f8d096d870d0
Source dataset
uspto-grants-2009_12
Patent number
US07626032B2

Reaction notes

Loading…